Potassium Carbonate → Ethyl 4-[3-[8-(4-isobutylphenyl)undecanoyl]1-indolyl]butyrate

HRID 260840노트

반응식

HRID 260840 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:29][CH2:30][CH3:31])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)=[O:19])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].Br[CH2:33][CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH2:29][CH2:30][CH3:31])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]([CH2:33][CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH:21]=2)=[O:19])=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 22400457HCID 22400457, 화합물

생성물 1

HCID 22400460Ethyl 4-[3-[8-(4-isobutylphenyl)undecanoyl]1-indolyl]butyrate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3-[8-(4-isobutylphenyl)undecanoyl]indole obtained in Pre. Ex. 8 (62 mg), ethyl 4-bromobutyrate (58 mg) and potassium carbonate (62 mg) in N,N-dimethylformamide (2 ml) was stirred at room temperature for 16 hours. After filtration, the solution was diluted with ethyl acetate, washed with water and brine, dried over magnesium sulfate and concentrated. The residue was chromatographed on a silica gel column (hexane-ethyl acetate, 4: 1) to give ethyl 4-[3-[8-(4-isobutylphenyl)-undecanoyl]-1-indolyl]butyrate as an oil. (48 mg)

후처리

  1. customobtained in Pre
  2. filtrationAfter filtration
  3. additionthe solution was diluted with ethyl acetate
  4. washwashed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was chromatographed on a silica gel column (hexane-ethyl acetate, 4: 1)

출처 및 근거

ORD 기록
ord-bf73e613be28460fb1f50d29b4957514
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05530019

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